个人简介

University of California, Irvine - B.S. California Institute of Technology - Ph.D. Massachusetts Institute of Technology - Postdoc. Researcher

研究领域

Organic Chemistry/Inorganic Chemistry

Development and Application of New Catalytic Methods for Direct, Green Syntheses of Highly-Substituted Amine Building Blocks as Potential Therapeutics As we will always be limited to the bonds we have the methodology to construct and to the stereochemistry we have the catalysts to control, we chemists must continue to develop ever more useful and efficient processes, keeping in mind that it takes a thorough understanding of the basics of chemistry to envision innovative steps and pathways to our goals. Minor modifications to compounds can drastically increase or decrease their biological efficacy and availability, increasing the demand for rapid access to unique molecules for academic and industrial applications. Our investigations in synthetic chemistry uncover new catalytic reactions for direct, green syntheses of highly-substituted amine building blocks. Simple commercially-available starting materials are converted into nitrogen-containg compounds ranging from heteroaromatics to tetrasubstituted alpha-amino carbon centers. As organometallic catalysts and organocatalysts often enable complementary transformations, both can be used to develop mechanistically distinct reactions that produce functionally diverse compounds with applications in natural product synthesis, pharmaceutical chemistry, and materials science.

近期论文

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Meyet, C. M; Larsen, C. H. "One Step Catalytic Synthesis of Alkyl-substituted Quinolines" submitted Pierce, C. J.; Yoo, H.; Larsen, C. H. "A Unique Route to Tetrasubstituted Propargylic Amines by Catalytic Markovnikov Hydroamination–Alkynylation." Adv. Synth. Cat. 2013, 355, 3586-3590. DOI: 10.1002/adsc.201300937. Pierce, C. J.; Nguyen, M.; Larsen, C. H. "Copper/Titanium Catalysis Forms Fully Substituted Carbon Centers from the Direct Coupling of Acyclic Ketones, Amines, and Alkynes." Angew. Chem. Int. Ed. 2012, 51, 12289-12292. DOI: 10.1002/anie.201206674 Pierce, C. J.; Larsen, C. H. "Copper(II) Catalysis Provides Cyclohexanone-derived Propargylamines Free of Solvent or Excess Starting Materials: Sole By-product Is Water." Green Chem. 2012, 14, 2672-2676. DOI: 10.1039/c2gc35713e Meyet, C. E.; Pierce, C. J.; Larsen, C. H. "Base- and Ligand-free Copper(II)-catalysis for the Three-Component Coupling of Aldehydes, Alkynes, and Nitrogen Sources," Org. Lett. 2012, 14, 964-967. DOI: 10.1021/ol2029492 Martín, R.; Larsen, C. H.; Cuenca, A.; Buchwald, S. L. "Cu-Catalyzed Tandem C–N Bond Formation for the Synthesis of Pyrroles and Heteroarylpyrroles," Org. Lett. 2007, 9, 3379-3382. Larsen, C. H.; Anderson, K. W.; Tundel R. E.; Buchwald, S. L. "Palladium-Catalyzed Heck Alkynylation of Benzyl Chlorides," Synlett 2006, 2941-2946. Special Issue dedicated to Richard J. Heck Huang, Y.; Walji, A. M.; Larsen, C. H.; MacMillan, D. W. C. "Enantioselective Organo-Cascade Catalysis," J. Am. Chem. Soc. 2005, 127, 15051-15053. Science (AAAS) "Editor’s Choice" for Chemistry Larsen, C. H.; Ridgway, B. H.; Shaw, J. T.; Smith, D. M.; Woerpel, K. A. "Selective C-Glycosylation Reactions of Ribose Derivative: Electronic Effects of Five-Membered Ring Oxocarbenium Ions," J. Am. Chem. Soc. 2005, 127, 10879-10884. Larsen, C. H.; Ridgway, B. H.; Shaw, J. T.; Woerpel, K. A. "A Stereoelectronic Model to Explain the Highly Stereoselective Reactions of Nucleophiles with Five-Membered Ring Oxocarbenium Ions," J. Am. Chem. Soc. 1999, 121, 12208-12209.